P 2300 digital polarimeter

FABMS was performed using a JMS-MS 700 mass spectrometer (JEOL, Tokyo, Japan). 1 H and 13 C NMR spectra were recorded on a JNM-AL-400 NMR spectrometer (JEOL) at 400 MHz for 1 H and 100 MHz for 13 C in CD 3 OD (δ H 3.31, δ C 49.15). Optical rotations were measured with a JASCO P-2300 digital polarimeter (JASCO, Tokyo, Japan). UV spectra were obtained on a Hitachi U-3310 UV-Visible spectrophotometer (Hitachi, Tokyo, Japan) and IR spectra on a Perkin-Elmer Spectrum One Fourier transform infrared spectrometer (Perkin-Elmer, Waltham, MA, USA). CD spectra were measured with a spectrometer (J-720; JASCO). Secondary metabolites were analyzed by a LaChrom Elite HTA system (Hitachi). Preparative HPLC was conducted using a Toyosoda CCPU dual pump (Toyosoda Kogyo, Tokyo, Japan) with a Tosoh UV-8010 detector (Tosoh, Tokyo, Japan).

1 H NMR spectra were measured with a BRUKER Ascend 400 NMR spectrometer (BRUKER Corporation, Coventry, UK) for 400 MHz, JEOL JNM-GSX 400 NMR spectrometer (JEOL Ltd, Tokyo, Japan) for 400 MHz or a Varian Gemini 300 NMR spectrometer (Varian Inc., Palo Alto, CA, USA) for 300 MHz in CDCl 3 or CD 3 OD. TMS (0 p.p.m.) in CDCl 3 or CD 3 OD was used as an internal reference standard. Mass spectra were obtained on a JEOL JMS-700 mass spectrometer (JEOL Ltd) or Agilent Technologies 6530-Q-TOF-LC/MS mass spectrometer (Agilent Technologies, Santa Clara, CA, USA). The optical rotations were recorded with Jasco P-2300 digital polarimeter (JASCO Corporation, Tokyo, Japan). Column chromatography was performed with silica gel (Wakogel C200, Wako Pure Chemical Industries Ltd, Osaka, Japan).
Preparative TLC was performed with silica gel (Merck, Darmstadt, Germany: TLC plates Silica gel 60 F254). All organic extracts were dried over anhydrous MgSO 4 and the solvent was removed with a rotary evaporator under reduced pressure.

General Experimental Procedures Specific rotations were assessed with a JASCO P-2300 digital polarimeter (JASCO, Ltd., Tokyo, Japan). UV spectra were measured on a U-3310 UV-Vis spectrophotometer (Hitachi, Ltd., Tokyo, Japan) and IR spectra on a PerkinElmer, Inc. Spectrum One Fourier transform infrared spectrometer (PerkinElmer, Inc., Waltham, MA, U.S.A.). ECD spectra were measured with a J-720 spectrometer (JASCO). NMR spectra were recorded on a JEOL JNM-AL-400 NMR spectrometer (400 MHz for 1 H and 100 MHz for 13 C) in CDCl 3 (δ H 7.24, δ C 77.0). FAB-MS and HR-FAB-MS were performed using a JMS-MS 700 mass spectrometer (JEOL, Tokyo, Japan). Preparative HPLC was performed with a Hitachi L-6200 system (Hitachi, Ltd.).
Materials Middlebook 7H9 broth, polysorbate 80, and Middlebook OADC were purchased from BD (Franklin Lakes, NJ, U.S.A.). All other chemicals including organic solvents were purchased from Wako Pure Chemical Industries, Ltd. (Osaka, Japan). ). 1 (link) H-and 13 C-NMR (CDCl 3 ), see Table 1.